Synthesis of 4-Aryl-7-Methyl-3,4-Dihydropyrano[4,3-b]Pyran-2,5-Dione by Three-Component and One-Pot Reaction
作者:Esmat Hashemzaei、Alireza Hassanabadi
DOI:10.3184/174751915x14360063655029
日期:2015.7
Three-component and one-pot, reaction between 4-hydroxy-6-methyl-2H-pyran-2-one, Meldrum's acid and aryl aldehydes in the presence of piperidine affords 4-aryl-7-methyl-3,4-dihydropyrano[4,3-b]pyran-2,5-dione in excellent yields.
The mildly basic ionic liquid N,N,N,N-tetramethylguanidinium triflate (TMGTf) was found to be a very effective solvent for the reaction between 4-hydroxy-6-methyl-2H-pyran-2-one, Meldrum's acid, and aldehydes to afford some novel pyrano[4,3-b]pyran-2,5-diones in high yields at room temperature. The stages, through which these reactions might proceed, depend largely on the nature of the aldehyde substrates. The reaction of aliphatic aldehydes has given access to some novel carboxylated products. (C) 2012 Elsevier Ltd. All rights reserved.